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Compound Detail

CHEMBL2425968

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CCc1nc2cc(F)c(/C=C/C(=O)NO)cc2c(=O)n1CCc1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2425968
Phase Preclinical
Structure Type MOL
InChI Key NAMOJMZBPJZNOD-CMDGGOBGSA-N
7
Targets
9
Activities
2
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

381.4
MW (Da)
2.86
ALogP
5
HBA
2
HBD
84.2
PSA (Ų)
0.39
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H20FN3O3
MW 381.41
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -1.13

Activity Summary

IC50 5 meas. best 8.1
EC50 4 meas. best 5.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase 6
CHEMBL1865
 IC50 8.1 8.1 8.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 6.12 6.12 766.0 1
Histone deacetylase 1
CHEMBL325
 IC50 5.71 5.71 1940.0 1
PC-12
CHEMBL612556
 EC50 5.48 5.31 3300.0 2
SH-SY5Y
CHEMBL614910
 EC50 5.37 5.22 4300.0 2
Histone deacetylase 11
CHEMBL3310
 IC50 5.33 5.33 4680.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 5.25 5.25 5680.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase 6 IC50 = 8.0 nM 8.1 Inhibition of human recombinant HDAC6 expressed in baculovirus/sf9 cells using R... 23905680
Histone deacetylase 8 IC50 = 766.0 nM 6.12 Inhibition of human recombinant HDAC8 expressed in baculovirus/sf9 cells using R... 23905680
Histone deacetylase 1 IC50 = 1940.0 nM 5.71 Inhibition of human recombinant HDAC1 expressed in baculovirus/sf9 cells using R... 23905680
PC-12 EC50 = 3300.0 nM 5.48 Increase of synaptic activity in rat PC12 cells after 5 days by fluorescence ass... 23905680
SH-SY5Y EC50 = 4300.0 nM 5.37 Increase of synaptic activity in human SH-SY5Y cells after 5 days by fluorescenc... 23905680
Histone deacetylase 11 IC50 = 4680.0 nM 5.33 Inhibition of human recombinant HDAC11 expressed in baculovirus/sf9 cells using ... 23905680
Histone deacetylase 2 IC50 = 5680.0 nM 5.25 Inhibition of human recombinant HDAC2 expressed in baculovirus/sf9 cells using R... 23905680
PC-12 EC50 = 7200.0 nM 5.14 Induction of neurite outgrowth in rat PC12 cells after 5 days 23905680
SH-SY5Y EC50 = 8600.0 nM 5.07 Induction of neurite outgrowth in human SH-SY5Y cells after 5 days 23905680

Literature References

PubMed DOI Target Context # Activities
23905680 10.1021/jm400564j Unchecked 6
23905680 10.1021/jm400564j PC-12 6
23905680 10.1021/jm400564j SH-SY5Y 3
23905680 10.1021/jm400564j Vero 1
23905680 10.1021/jm400564j ADMET 1
23905680 10.1021/jm400564j Poly [ADP-ribose] polymerase 1 1
23905680 10.1021/jm400564j Histone deacetylase 11 1
23905680 10.1021/jm400564j Histone deacetylase 6 1
23905680 10.1021/jm400564j Histone deacetylase 8 1
23905680 10.1021/jm400564j Histone deacetylase 2 1
23905680 10.1021/jm400564j Histone deacetylase 1 1

Data from ChEMBL 36 via Core Engine